Methyl 2-chloroacetoacetate → methyl 2-[4-(3-{[(1S)-1-(2-ethoxy-2-oxoethyl)-2,3-dihydro-1H-inden-5-yl]oxy}propoxy)-3-methoxyphenyl]-1,3-thiazole-5-carboxylate

Participants

Reaction Conditions

Reaction Steps

Ethyl ((1S)-5-{3-[4-(aminocarbonothioyl2-methoxyphenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate (90 mg, 0.2 mmol) (Example 146) and methyl 2-chloroacetoacetate (37 mg, 0.24 mmol) were dissolved in EtOH (8 mL), and the mixture was heated at 70° C. for 6 h. The reaction was cooled to rt, and then concentrated under reduced pressure. Purification by silica gel flash chromatography (EtOAc:hexane (v/v)=1:2) provided 52 mg (48%) of the title compound as a clear oil. LC-MS: RT=4.18 min, (M+H)+ 540.1.

Provenance & Evidence